Chemoselective reduction of <i>α</i> -keto aldehydes by rongalite in water: a metal- and hydride-free approach

A chemoselective reduction of <i>α</i>-keto aldehydes using rongalite in water has been developed for the efficient synthesis of <i>α</i>-hydroxymethyl ketones. This transformation exploits the unique reactivity of rongalite to achieve a mild, metal- and hydride-free reduction that proceeds smoothly in the presence of various functional groups. The protocol employs inexpensive rongalite (<i>ca</i>. $0.03 per gram), operates in an aqueous medium under open-air conditions, and requires no inert atmosphere. The reaction is readily scalable to gram quantities and exhibits excellent chemoselectivity and broad substrate scope, tolerating electron-donating, electron-withdrawing, and halogen substituents, as well as hetero aromatics, delivering the desired products in high yields within short reaction times.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-11-19
DOI
https://doi.org/10.1039/d5ob01653c
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Chemoselective reduction of α -keto aldehydes by rongalite in water: a metal- and hydride-free approach

Hari Prasad Kokatla, Neetika Singh, Madhu Inapanuri, Rambabu Kandukuri
Organic & Biomolecular Chemistry
Chemical Synthesis and Reactions
article

Chemoselective reduction of α -keto aldehydes by rongalite in water: a metal- and hydride-free approach

Hari Prasad Kokatla, Neetika Singh, Madhu Inapanuri, Rambabu Kandukuri
article en

Abstract

A chemoselective reduction of <i>α</i>-keto aldehydes using rongalite in water has been developed for the efficient synthesis of <i>α</i>-hydroxymethyl ketones. This transformation exploits the unique reactivity of rongalite to achieve a mild, metal- and hydride-free reduction that proceeds smoothly in the presence of various functional groups. The protocol employs inexpensive rongalite (<i>ca</i>. $0.03 per gram), operates in an aqueous medium under open-air conditions, and requires no inert atmosphere. The reaction is readily scalable to gram quantities and exhibits excellent chemoselectivity and broad substrate scope, tolerating electron-donating, electron-withdrawing, and halogen substituents, as well as hetero aromatics, delivering the desired products in high yields within short reaction times.

Organic & Biomolecular ChemistryVol. 24(3)
National Institute of Technology Warangal (IN)
National Institute of Technology Warangal, National Research Foundation, Department of Science and Technology, Ministry of Science and Technology, India
Openalex Percentile: Top 72%
Chemical Synthesis and Reactions
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